CRUISE: In Portugal, terraced vineyards and cozy quintas (estates) line the slopes of the Douro River Valley, the world’s oldest demarcated wine region. Viking River Cruises sails through on a ten-day Lisbon-to-Porto adventure on the 106-passenger Viking Torgil. Visit wineries in Régua and Pinhão – plus Salamanca, Spain – then uncork a bottle on your Veranda Suite’s balcony. A pair of overnights in Porto allow plenty of time for sampling the city’s renowned ports. Departures: Multiple dates, March 21 through December 19, 2017; Veranda Suites from $4,499 per person.

PLUS: See more of Spain with three pre-cruise days in Madrid and two more after in Santiago. Both packages include accommodations, guided tours, and ship transfers. From $1,198 per person.

SOUVENIR: Everything at A Vida Portuguesa (Rua Anchieta 11) is made in Portugal. Pick up a pair of Ideal & Co leather messenger bags, perfect for toting the rest of your purchases. $517 each.

TOTAL: From $12,428 per couple

Steal: Portland, OregonEight days, $7,400

CRUISE:Oregon may not typically conjure images of the French countryside, but the Willamette Valley shares a similar climate with Burgundy, making its pinot varietals a worthy contender. A wine expert leads daily tastings on board and at local vineyards during UnCruise Adventures’ eight-day, round-trip-from-Portland cruise along the Columbia River on the 88-passenger Legacy. A pre- or post-cruise deep dive into Portland’s diverse restaurant scene pairs well with the voyage. Departures: Multiple dates, April 15 through October 21, 2017; from $3,695 per person.

PLUS: While at port in Hood River, take in panoramic Columbia River Gorge views during a vineyard and wine-cave tour at Maryhill Winery. Included in fare.